The following information is from the Trafalgar Township Historical Society's "Ward 5 History" by Michelle Knoll.

Sixteen Village, [also called the Sixteen Hollow] or Proudfoot's Hollow: Sixteen Village was located south of Dundas Street [or "the Dundas Highway"] on the east bank of the Sixteen Mile Creek. (Present day, it would be just west of Neyagawa Blvd.) Its founder was George Chalmers who opened a grist and saw mill, a store and an ashery there in 1827. The village grew up around it and spread down the valley. The people in the village were largely Scottish Presbyterians, and the Reverend Robert Murray from the Oakville Presbyterian Congregation, visited them periodically. In 1840, Chalmers sold the mill, distillery, dwelling house and tavern stand with barns, blacksmith shop and other buildings to John Proudfoot. The area sold was 400 acres. John Proudfoot then named the mill, Trafalgar, and the village became known as Proudfoots Hollow. (Tremaine's map for 1858 shows Proudfoot owning about 400 acres north of Dundas just above the location of Proudfoot Hollow. This makes me wonder if the mill was actually just north of Dundas but all the books I've read show it as being below.) The village disappeared by 1858, probably because of the removal of the stage coach route along Dundas and the increased focus on Oakville as a thriving centre. Proudfoot left for Ohio in the 1860's and when the mill was closed in the 80's only two houses remained occupied. The erection of the bridge at Dundas accross the Sixteen removed what was left of the village.

Notes:

This Survey map does indeed show the Proudfoot sawmill just north of Dundas, as per Michelle's comment above in the "Ward 5 History".

The map labels various buildings and roads: Triller's and Elliot's being on Dundas to the east of the creek with the Knox 16 church, high above the steep creek valley. The Proudfoot buildings are in the Hollow just north of Dundas in the curve of the creek. It's hard to read the west side notations.

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Original title:

Survey of the Sixteen Mile Creek Hollow, 1847

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The following information is from the Trafalgar Township Historical Society's "Ward 5 History" by Michelle Knoll.

Sixteen Village, [also called the Sixteen Hollow] or Proudfoot's Hollow: Sixteen Village was located south of Dundas Street [or "the Dundas Highway"] on the east bank of the Sixteen Mile Creek. (Present day, it would be just west of Neyagawa Blvd.) Its founder was George Chalmers who opened a grist and saw mill, a store and an ashery there in 1827. The village grew up around it and spread down the valley. The people in the village were largely Scottish Presbyterians, and the Reverend Robert Murray from the Oakville Presbyterian Congregation, visited them periodically. In 1840, Chalmers sold the mill, distillery, dwelling house and tavern stand with barns, blacksmith shop and other buildings to John Proudfoot. The area sold was 400 acres. John Proudfoot then named the mill, Trafalgar, and the village became known as Proudfoots Hollow. (Tremaine's map for 1858 shows Proudfoot owning about 400 acres north of Dundas just above the location of Proudfoot Hollow. This makes me wonder if the mill was actually just north of Dundas but all the books I've read show it as being below.) The village disappeared by 1858, probably because of the removal of the stage coach route along Dundas and the increased focus on Oakville as a thriving centre. Proudfoot left for Ohio in the 1860's and when the mill was closed in the 80's only two houses remained occupied. The erection of the bridge at Dundas accross the Sixteen removed what was left of the village.